HCID 66936015, compound → 5467-39-0

HRID 1366660Notes

Reaction equation

HRID 1366660 reaction equation
[CH3:1][N:2]1[C@@H:11]2[C@@H:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[N:5](C(OCC2C=CC=CC=2)=O)[CH2:4][CH2:3]1>CO>[CH3:1][N:2]1[C@@H:11]2[C@@H:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)[NH:5][CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 66936015HCID 66936015, compound

Product 1

HCID 2315775467-39-0Yield 144.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Phenylmethyl (4aS,8aR)-4-methyloctahydro-1(2H)-quinoxalinecarboxylate (2.7 g, 9.4 mmol) was dissolved in 140 mL of MeOH, degassed and placed under argon. 10% Pd/C (400 mg) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon for approximately 2 hrs. The contents were then degassed and filtered through Celite, and the Celite pad was washed with DCM and MeOH. After 19.6 mL 1N HCl was added, the resulting filtrate was concentrated in vacuo to provide the hydrochloride salt of (4aR,8aS)-1-methyldecahydroquinoxaline (2.1 g, 100%). LCMS: (M+H)+: 155.1.

Workup

  1. customdegassed
  2. addition10% Pd/C (400 mg) was added
  3. customthe contents were thoroughly degassed
  4. customfor approximately 2 hrs
  5. customThe contents were then degassed
  6. filtrationfiltered through Celite
  7. washthe Celite pad was washed with DCM and MeOH
  8. additionAfter 19.6 mL 1N HCl was added
  9. concentrationthe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2207c62860274943abe7e9e2ad90d50e
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

Loading…